David Shippey
863.521.4517

Kissimmee Luxury Homes for Sale

Your Kissimmee Luxury Home Search includes lakefront homes, large estate homes, executive homes in gated communities, and million dollar plus homes.

If you are looking to purchase luxury home in Kissimmee Florida, give David Shippey a call at 863-521-4517.

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Displaying results 861-870 of 881
45 Photos 2508 Archfeld Boulevard Kissimmee, FL 34747

2508 Archfeld Boulevard
Kissimmee, FL 34747
Windsor Hills Ph 7
Residential

MLS# O6286940 / Active
6 Beds, 4.00 Total Baths, 4 Full Bath, 2812 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor Hills Ph 7

NEW PRICE - Dont miss out on this fantastic 6-bedroom, 4-bathroom single-family home located in the sought after gated Windsor Hills community. Per... 

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$650,000
Provided courtesy of CGY REALTY
72 Photos 2131 Tripoli Court Kissimmee, FL 34747

2131 Tripoli Court
Kissimmee, FL 34747
Windsor/westside
Residential

MLS# S5104927 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside

Huge price reduction. This amazing fully furnished vacation rental home features 8 bedrooms, 6 bathrooms. Among them, there are three master bedroo... 

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$630,000
Provided courtesy of MULTI CHOICE REALTY LLC
52 Photos 8900 Sydney Avenue Kissimmee, FL 34747

8900 Sydney Avenue
Kissimmee, FL 34747
Windsor/westside
Residential

MLS# O6316575 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside

Welcome to this FULLY BOOKED end-unit townhome in a 24-hour guard-gated, short-term rental/vacation community! This home is booked well in to 2026 ... 

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$535,000
Provided courtesy of DIAMOND REAL ESTATE GROUP
48 Photos 1909 Majorca Drive Kissimmee, FL 34747

1909 Majorca Drive
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6317534 / Active
5 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 2263 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

Your Dream Vacation Townhome with Short Term Rental Options Awaits!Welcome to the perfect getaway at Windsor at Westside Resort a fully furnished, ... 

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$509,900
Provided courtesy of KELLER WILLIAMS WINTER PARK
56 Photos 8989 Rhodes Street Kissimmee, FL 34747

8989 Rhodes Street
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6308618 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

Turnkey Short-Term Rental | Fully Furnished | Proven Income GeneratorWelcome to this stunning, meticulously maintained 6-bedroom, 4.5-bathroom pool... 

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$650,000
Provided courtesy of EXP REALTY LLC
47 Photos 2108 Morocco Way Kissimmee, FL 34747

2108 Morocco Way
Kissimmee, FL 34747
Windsor/westside Ph 1
Residential

MLS# O6320776 / Active
6 Beds, 5.00 Total Baths, 4 Full Bath, 1 Half Bath, 3142 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 1

This stunning- newly renovated 6-bedroom, 3,142 sq. ft. Pool home offers the perfect blend of luxury, comfort, and entertainment. Current bookings ... 

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$725,000
Provided courtesy of REDFIN CORPORATION
44 Photos 1602 Lima Avenue Kissimmee, FL 34747

1602 Lima Avenue
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6283888 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

Welcome to Your Dream Getaway!Introducing an exquisite 8-bedroom, 6-bathroom residence that truly has it all! Nestled in the highly sought-after Wi... 

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$699,000
Reduced -$40,000
Provided courtesy of THE JERRY BARKER GROUP LLC
52 Photos 8920 Bengal Court Kissimmee, FL 34747

8920 Bengal Court
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6144311 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

This beautiful 8 bedroom, 6 bathroom vacation home is located in one Central Florida's premier resort style communities: Windsor at Westside. The l... 

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$639,000
Reduced -$39,000
Provided courtesy of BAY STREET GROUP FLORIDA LLC
21 Photos 1662 Lima Avenue Kissimmee, FL 34747

1662 Lima Avenue
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6276028 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

Back on the Market! Welcome to 1662 Lima Ave, an exquisite 8-bedroom, 6-bathroom residence nestled within the exclusive gated community of Windsor ... 

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$634,900
Provided courtesy of GPS PROPERTY GROUP, INC.
49 Photos 1639 Lima Avenue Kissimmee, FL 34747

1639 Lima Avenue
Kissimmee, FL 34747
Windsor/westside Ph 2b
Residential

MLS# O6292964 / Active
8 Beds, 6.00 Total Baths, 6 Full Bath, 4041 Sqft
Area: 34747 - Kissimmee/celebration, Subdivision: Windsor/westside Ph 2b

Stunning Lakefront Home in Windsor at Westside - A True Turnkey Vacation Rental Opportunity!Welcome to 1639 Lima Ave, located in the highly sought-... 

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$750,000
Provided courtesy of EXP REALTY LLC

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David Shippey has been serving the Kissimmee Luxury Communities since 2005. If you are looking for the luxurious lakefront homes or one of Kissimmee’s Mansions, call David today to schedule a showing. 863-521-4517.

Specializing in; Lakefront Homes, Luxury Homes, Mansions, and Large Estates.